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Route overview: Chicago to San Jose Cabo (SJD) flight deals

Chicago → San Jose Cabo

Dec 11, 2026 · choose your return date

ORD → SJD1 adulteconomyOne way and round trips

30 flight options · 4 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Dec 11, 2026 · One wayAeromexicoUp to 1 stop each way$250.00 Dec 11, 2026 · One wayAmerican AirlinesNonstop$265.00 Dec 11, 2026 – Dec 12, 2026 · 1 nightAeromexico / United AirlinesUp to 1 stop each way$462.50 Dec 11, 2026 – Dec 12, 2026 · 1 nightAmerican AirlinesUp to 1 stop each way$480.00 Dec 11, 2026 – Dec 13, 2026 · 2 nightsDelta Air LinesUp to 1 stop each way$480.00 Dec 11, 2026 – Dec 13, 2026 · 2 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 14, 2026 · 3 nightsAeromexico / United AirlinesUp to 1 stop each way$462.50 Dec 11, 2026 – Dec 14, 2026 · 3 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 15, 2026 · 4 nightsDelta Air LinesUp to 1 stop each way$480.00 Dec 11, 2026 – Dec 15, 2026 · 4 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 16, 2026 · 5 nightsAeromexico / United AirlinesUp to 1 stop each way$462.50 Dec 11, 2026 – Dec 16, 2026 · 5 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 17, 2026 · 6 nightsDelta Air LinesUp to 1 stop each way$480.00 Dec 11, 2026 – Dec 17, 2026 · 6 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 18, 2026 · 7 nightsDelta Air LinesUp to 1 stop each way$480.00 Dec 11, 2026 – Dec 18, 2026 · 7 nightsAmerican AirlinesNonstop$510.00 Dec 11, 2026 – Dec 19, 2026 · 8 nightsAeromexico / American AirlinesUp to 1 stop each way$558.75 Dec 11, 2026 – Dec 19, 2026 · 8 nightsAmerican AirlinesUp to 1 stop each way$581.25 Dec 11, 2026 – Dec 20, 2026 · 9 nightsDelta Air LinesUp to 1 stop each way$588.00 Dec 11, 2026 – Dec 20, 2026 · 9 nightsAmerican AirlinesNonstop$624.75 Dec 11, 2026 – Dec 21, 2026 · 10 nightsAeromexico / United AirlinesUp to 1 stop each way$566.00 Dec 11, 2026 – Dec 21, 2026 · 10 nightsAmerican AirlinesNonstop$624.75 Dec 11, 2026 – Dec 22, 2026 · 11 nightsDelta Air LinesUp to 1 stop each way$588.00 Dec 11, 2026 – Dec 22, 2026 · 11 nightsAmerican AirlinesNonstop$624.75 Dec 11, 2026 – Dec 23, 2026 · 12 nightsAeromexico / United AirlinesUp to 1 stop each way$566.00 Dec 11, 2026 – Dec 23, 2026 · 12 nightsAmerican AirlinesNonstop$624.75 Dec 11, 2026 – Dec 24, 2026 · 13 nightsDelta Air LinesUp to 1 stop each way$588.00 Dec 11, 2026 – Dec 24, 2026 · 13 nightsAmerican AirlinesNonstop$624.75 Dec 11, 2026 – Dec 25, 2026 · 14 nightsDelta Air LinesUp to 1 stop each way$588.00 Dec 11, 2026 – Dec 25, 2026 · 14 nightsAmerican AirlinesNonstop$624.75

Flights for your trip

  1. Fri, Dec 11 · One way

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Fri, Dec 11 · One way

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Fri, Dec 11 – Sat, Dec 12

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD
    United Airlines
    2:30 pmSJD
    8h 29m
    DEN · 2h 44m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Fri, Dec 11 – Sat, Dec 12

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    11:17 amSJD
    8h 23m
    PHX · 2h 24m
    8:40 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Fri, Dec 11 – Sun, Dec 13

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Fri, Dec 11 – Sun, Dec 13

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Fri, Dec 11 – Mon, Dec 14

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD
    United Airlines
    2:30 pmSJD
    8h 29m
    DEN · 2h 44m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Fri, Dec 11 – Mon, Dec 14

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Fri, Dec 11 – Tue, Dec 15

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Fri, Dec 11 – Tue, Dec 15

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Fri, Dec 11 – Thu, Dec 17

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Fri, Dec 11 – Thu, Dec 17

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Fri, Dec 11 – Fri, Dec 18

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Fri, Dec 11 – Fri, Dec 18

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Fri, Dec 11 – Sat, Dec 19

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD
    American Airlines
    11:17 amSJD
    8h 23m
    PHX · 2h 24m
    8:40 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Fri, Dec 11 – Sat, Dec 19

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    11:17 amSJD
    8h 23m
    PHX · 2h 24m
    8:40 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Fri, Dec 11 – Mon, Dec 21

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD
    United Airlines
    2:30 pmSJD
    8h 29m
    DEN · 2h 44m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Fri, Dec 11 – Mon, Dec 21

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Fri, Dec 11 – Tue, Dec 22

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Fri, Dec 11 – Tue, Dec 22

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Fri, Dec 11 – Wed, Dec 23

    Aeromexico
    3:26 pmORD
    8h 9m
    MEX · 1h 15m
    10:35 pmSJD
    United Airlines
    2:30 pmSJD
    8h 29m
    DEN · 2h 44m
    11:59 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Fri, Dec 11 – Wed, Dec 23

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Fri, Dec 11 – Fri, Dec 25

    Delta Air Lines
    6:20 amORD
    7h 48m
    MSP · 1h 40m
    1:08 pmSJD
    Delta Air Lines
    2:04 pmSJD
    8h 50m
    ATL · 2h 50m
    11:54 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Fri, Dec 11 – Fri, Dec 25

    American Airlines
    8:44 amORD
    4h 58m
    Nonstop
    12:42 pmSJD
    American Airlines
    1:42 pmSJD
    4h 33m
    Nonstop
    7:15 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

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1 of 24

Make this trip yours

ORD ⇄ SJD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeDec 10, 2026 · Return optionsDec 12, 2026 · Return optionsHotels in San Jose del Cabo with Axel
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-11 · one wayAmerican AirlinesAA1649Axel-exclusive $265.002026-10-29T01:53:21Z
2026-12-11 · one wayAeromexicoAM687 + AM388Axel-exclusive $250.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-12Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787Axel-exclusive $462.502026-10-29T01:53:21Z
2026-12-11 → 2026-12-12American AirlinesAA1649 / AA1457 + AA3096Axel-exclusive $480.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-13American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-13Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $480.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-14American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-14Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787Axel-exclusive $462.502026-10-29T01:53:21Z
2026-12-11 → 2026-12-15American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-15Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $480.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-16American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-16Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787Axel-exclusive $462.502026-10-29T01:53:21Z
2026-12-11 → 2026-12-17American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-17Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $480.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-18American AirlinesAA1649 / AA2636Axel-exclusive $510.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-18Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $480.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-19Aeromexico / American AirlinesAM687 + AM388 / AA1457 + AA3096Axel-exclusive $558.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-19American AirlinesAA1649 / AA1457 + AA3096Axel-exclusive $581.252026-10-29T01:53:21Z
2026-12-11 → 2026-12-20American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-20Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $588.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-21American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-21Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787Axel-exclusive $566.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-22American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-22Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $588.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-23American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-23Aeromexico / United AirlinesAM687 + AM388 / UA2152 + UA1787Axel-exclusive $566.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-24American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-24Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $588.002026-10-29T01:53:21Z
2026-12-11 → 2026-12-25American AirlinesAA1649 / AA2636Axel-exclusive $624.752026-10-29T01:53:21Z
2026-12-11 → 2026-12-25Delta Air LinesDL1717 + DL1924 / DL1848 + DL1199Axel-exclusive $588.002026-10-29T01:53:21Z

Route overview: Chicago to San Jose Cabo (SJD) flight deals

2026-12-11 · one way · Axel-exclusive $250.00

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.

2026-12-11 · one way · Axel-exclusive $265.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.

2026-12-11 → 2026-12-12 · Axel-exclusive $462.50

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.
  • United Airlines UA2152 / UA1787: SJD 2026-12-12 14:30:00 → ORD 2026-12-12 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2026-12-12 14:30:00 → DEN 2026-12-12 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2026-12-12 20:25:00 → ORD 2026-12-12 23:59:00.

2026-12-11 → 2026-12-12 · Axel-exclusive $480.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA1457 / AA3096: SJD 2026-12-12 11:17:00 → ORD 2026-12-12 20:40:00; 1 stop(s) via PHX; 503 minutes. Local airport times.
    • AA1457: SJD 2026-12-12 11:17:00 → PHX 2026-12-12 13:35:00; layover at PHX: 144 minutes.
    • AA3096: PHX 2026-12-12 15:59:00 → ORD 2026-12-12 20:40:00.

2026-12-11 → 2026-12-13 · Axel-exclusive $480.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-13 14:04:00 → ORD 2026-12-13 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-13 14:04:00 → ATL 2026-12-13 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-13 22:40:00 → ORD 2026-12-13 23:54:00.

2026-12-11 → 2026-12-13 · Axel-exclusive $510.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-13 13:42:00 → ORD 2026-12-13 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-14 · Axel-exclusive $462.50

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.
  • United Airlines UA2152 / UA1787: SJD 2026-12-14 14:30:00 → ORD 2026-12-14 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2026-12-14 14:30:00 → DEN 2026-12-14 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2026-12-14 20:25:00 → ORD 2026-12-14 23:59:00.

2026-12-11 → 2026-12-14 · Axel-exclusive $510.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-14 13:42:00 → ORD 2026-12-14 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-15 · Axel-exclusive $480.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-15 14:04:00 → ORD 2026-12-15 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-15 14:04:00 → ATL 2026-12-15 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-15 22:40:00 → ORD 2026-12-15 23:54:00.

2026-12-11 → 2026-12-15 · Axel-exclusive $510.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-15 13:42:00 → ORD 2026-12-15 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-17 · Axel-exclusive $480.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-17 14:04:00 → ORD 2026-12-17 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-17 14:04:00 → ATL 2026-12-17 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-17 22:40:00 → ORD 2026-12-17 23:54:00.

2026-12-11 → 2026-12-17 · Axel-exclusive $510.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-17 13:42:00 → ORD 2026-12-17 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $480.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-18 14:04:00 → ORD 2026-12-18 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-18 14:04:00 → ATL 2026-12-18 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-18 22:40:00 → ORD 2026-12-18 23:54:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $510.00

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-18 13:42:00 → ORD 2026-12-18 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $558.75

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.
  • American Airlines AA1457 / AA3096: SJD 2026-12-19 11:17:00 → ORD 2026-12-19 20:40:00; 1 stop(s) via PHX; 503 minutes. Local airport times.
    • AA1457: SJD 2026-12-19 11:17:00 → PHX 2026-12-19 13:35:00; layover at PHX: 144 minutes.
    • AA3096: PHX 2026-12-19 15:59:00 → ORD 2026-12-19 20:40:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $581.25

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA1457 / AA3096: SJD 2026-12-19 11:17:00 → ORD 2026-12-19 20:40:00; 1 stop(s) via PHX; 503 minutes. Local airport times.
    • AA1457: SJD 2026-12-19 11:17:00 → PHX 2026-12-19 13:35:00; layover at PHX: 144 minutes.
    • AA3096: PHX 2026-12-19 15:59:00 → ORD 2026-12-19 20:40:00.

2026-12-11 → 2026-12-21 · Axel-exclusive $566.00

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.
  • United Airlines UA2152 / UA1787: SJD 2026-12-21 14:30:00 → ORD 2026-12-21 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2026-12-21 14:30:00 → DEN 2026-12-21 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2026-12-21 20:25:00 → ORD 2026-12-21 23:59:00.

2026-12-11 → 2026-12-21 · Axel-exclusive $624.75

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-21 13:42:00 → ORD 2026-12-21 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-22 · Axel-exclusive $588.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-22 14:04:00 → ORD 2026-12-22 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-22 14:04:00 → ATL 2026-12-22 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-22 22:40:00 → ORD 2026-12-22 23:54:00.

2026-12-11 → 2026-12-22 · Axel-exclusive $624.75

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-22 13:42:00 → ORD 2026-12-22 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-23 · Axel-exclusive $566.00

  • Aeromexico AM687 / AM388: ORD 2026-12-11 15:26:00 → SJD 2026-12-11 22:35:00; 1 stop(s) via MEX; 489 minutes. Local airport times.
    • AM687: ORD 2026-12-11 15:26:00 → MEX 2026-12-11 20:00:00; layover at MEX: 75 minutes.
    • AM388: MEX 2026-12-11 21:15:00 → SJD 2026-12-11 22:35:00.
  • United Airlines UA2152 / UA1787: SJD 2026-12-23 14:30:00 → ORD 2026-12-23 23:59:00; 1 stop(s) via DEN; 509 minutes. Local airport times.
    • UA2152: SJD 2026-12-23 14:30:00 → DEN 2026-12-23 17:41:00; layover at DEN: 164 minutes.
    • UA1787: DEN 2026-12-23 20:25:00 → ORD 2026-12-23 23:59:00.

2026-12-11 → 2026-12-23 · Axel-exclusive $624.75

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-23 13:42:00 → ORD 2026-12-23 19:15:00; nonstop; 273 minutes. Local airport times.

2026-12-11 → 2026-12-25 · Axel-exclusive $588.00

  • Delta Air Lines DL1717 / DL1924: ORD 2026-12-11 06:20:00 → SJD 2026-12-11 13:08:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • DL1717: ORD 2026-12-11 06:20:00 → MSP 2026-12-11 07:54:00; layover at MSP: 100 minutes.
    • DL1924: MSP 2026-12-11 09:34:00 → SJD 2026-12-11 13:08:00.
  • Delta Air Lines DL1848 / DL1199: SJD 2026-12-25 14:04:00 → ORD 2026-12-25 23:54:00; 1 stop(s) via ATL; 530 minutes. Local airport times.
    • DL1848: SJD 2026-12-25 14:04:00 → ATL 2026-12-25 19:50:00; layover at ATL: 170 minutes.
    • DL1199: ATL 2026-12-25 22:40:00 → ORD 2026-12-25 23:54:00.

2026-12-11 → 2026-12-25 · Axel-exclusive $624.75

  • American Airlines AA1649: ORD 2026-12-11 08:44:00 → SJD 2026-12-11 12:42:00; nonstop; 298 minutes. Local airport times.
  • American Airlines AA2636: SJD 2026-12-25 13:42:00 → ORD 2026-12-25 19:15:00; nonstop; 273 minutes. Local airport times.

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For AI assistants

  • This page: Chicago (ORD) to San Jose Cabo (SJD) · Dec 11, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to San Jose Cabo (SJD) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.